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November 29, 2025

How to Get a Job As President

Even highly successful people sometimes aren’t the best readers of their own work. Or their own skill set.

By  Rachel Toor

The Sandbox

Inside Higher Ed Insider
image of people in a board room

From Rachel Toor

In most gatherings for aspiring presidents, a selection of current and formers tell their origin stories.

These are useful and inspiring and show there are many paths to successful presidencies. Some are born great, some achieve greatness, and some have “the toughest job in the nation” presidencies thrust upon them. On panels, it’s always fascinating to hear people describe different ways they got what others in the room want; there’s no single route. Diversity Variety is the spice.

Below, I asked some current leaders to weigh in on their journeys. But I’m also going to share with you something I’ve been mulling over.

Lately, I’ve been getting requests from presidents to edit stuff for them, which I’m happy to do if I have time and think I can help. What’s surprised me is when presidents show me their job application materials. You’d think people with impressive CVs wouldn’t need anything but fine-tuning.

Turns out, their letters are often, in my humble opinion, crapola. Partly, I think this is because when you’ve reached a certain level of success, people stop giving substantive feedback, either because they’re scared of you or truly believe you know best. Or, because most of us are too embarrassed to ask for help.

A while ago, I got a text from a two-time sitting president who had been nominated by a bunch of people for a job. He sent me his materials and I thought: WACKADOODLE! In what universe are you the right person for this position? Nothing you’ve written would make anyone think you were anything other than nutso. It’s possible I told him his cover letter sucked.

So we talked. An hour in, I was saying, “Holy moly! You are the ideal person for this job. But none of what you just told me appears anywhere in your letter or CV.” He kept talking and I kept yelping, “Write that down!”

A week later, I got updated materials. If this president were a student, he would have gotten an A+++. When we talked, he said, “That was hard.” Yes, grasshopper.

A couple of months ago, there was a piece in The Washington Post titled “These editors’ notes are poison. I learned from every drop.” It’s by a novelist who had been edited by Star Lawrence, a giant of the industry. I loved it and wasn’t surprised when a friend forwarded it to me.

Except I’d forgotten that I’d edited this friend’s last book (his have outsold mine by a couple of orders of magnitude) until I came to this sentence in his email: “Those edits by Lawrence caused me to immediately think of the editorial comments you so graciously offered to me. BORING!!! (my favorite!).”

Um, right. My style of feedback is not for the faint of heart or fragile of ego.

In this issue, while you recover from tryptophan or Tofurky hangovers, we offer some presidents reflecting on their journeys, and also, in the final piece, what it felt like to be edited by me, straight from the victim president himself.

The Path to the Presidency

The writers are current presidents

It always puzzles me when fellow presidents claim they never imagined themselves in this role. Just minding my own business when someone tapped me on the shoulder and said, “Hey, you should be president!” But most presidents’ careers show an upward trajectory—at least in org chart terms—which means they sought more authority or control, presumably to do good work. They were doing things that caught people’s attention, and they probably pondered the next step or two. More mechanically, even a recruited candidate has to write letters, line up references, and do interviews. All of that takes time and preparation.

And that’s fine! It’s good that people still want to be presidents and are willing to work toward it. We shouldn’t imply that you should sit tight until someone taps you on the shoulder and tells you it’s your time. That mindset works against people who have doubts or who don’t fit the conventional mold. People need to decide for themselves that this is the right path and prepare themselves for these roles.

***

If you are not born to the academy, the idea of someday becoming a president isn’t on your radar. Even those of us who clawed our way into the ivory tower reasonably may have imagined that the pinnacle of accomplishment might be full professor or department chair. When you start out with nothing, wanting something risks heartbreak. So, no, I never had the audacity to assume I could be credible president material until someone nominated me for a leadership academy for aspiring presidents. Even then, I thought of it more as an opportunity to polish myself than a step in my own journey to the presidency. Now in the role longer than the “industry” average, I still marvel at how I landed here and I fight a very stubborn case of impostor syndrome almost every day. 

***

I have pursued leadership roles almost my entire life from the time I first had a chance to run for class president when I was 11. There was a brief period when I thought it might be best to be a faculty member who focuses just on teaching and research. That was an interesting couple of months. I aggressively sought leadership roles in higher education and throughout that journey there was lots and lots of rejection to the point I honestly lost count. Even after I had been a president with measurable successes, there was plenty of rejection in searching for another presidency. If I had waited for someone to come to me, there is no way I would be a university president.

***

I never dreamed of becoming a college president. In fact, when I was initially offered an interim presidency, I declined it. But the retiring president said there was no one more fitting to lead the institution and then listed the reasons he believed this to be the case. I had always thought of myself as a worker bee, even though I had ascended to become a vice president. The thought of engaging with the toxic person on our executive team if I became the boss did not appeal to me and I didn’t need to be at the helm to make the impact I feel I can have on the world; I am happy to work for a great leader. Honestly, I accepted the presidency out of self-preservation. The argument that won me over was that either that person would become my boss or I would become theirs. 

When I stepped out of that presidency, it was simply because I had been pulled to something else. And, when I stepped back into another presidency a few years ago, it was a conscious choice (and because someone else pushed me back into it). 

On Being Edited

The writer is a current president

I took Rachel’s advice and followed her process. I built a matrix from the search profile and word-vomited every experience and skill I could think of into it, always pushing for data and examples. “Don’t tell me what you did,” Rachel said. “Show me.”

It was hard work for a couple reasons. First, I had already slaved over my original materials and thought they were strong. Her reaction was crushing. Especially after all the smoke others had blown my way. Maybe she’s the wackadoodle, I thought.

Her comments made me feel inadequate. I have serious credentials, and I like to fancy myself a writer. “I’m a WRITER, dagnab it!” Still, her bluntness was what I needed. No one else had taken that kind of time to truly invest in me. It was a gift, even if it stung.

Her message was simple: Be yourself. Convey who you are, why you want the role, why you’re a good fit, and why now is your moment. My first drafts read like a “traditional” president’s materials. I’m not that guy. But I am a lot of things a traditional candidate isn’t, and none of that showed up.

She also sent me her book Why You, Why Me, Why Now. I read the key parts in one sitting. Her advice on the phone and in print clicked. Ironically, it was the same counsel I often give my students, my friends, and people listening to my keynotes and speeches and lectures: There’s no one else like you. Don’t compare. Show up as yourself.

The problem is, humility runs deep where I come from. We don’t brag. But in a presidential search, you have to and you have to do it with data. “Don’t tell me what you did; show me,” said Rachel.

So I did. My “vomit draft” turned into an 18-page cover letter and a 15-page CV. It was miserable. I needed a cigarette, a whiskey, and a nap when I finished. But it was cathartic. I excavated every accomplishment, metric, and story. The exercise revealed patterns and strengths I hadn’t recognized, helping me see myself as the committee needed to see me.

I don’t know why Rachel chose to invest so much time and energy in me, but I am incredibly grateful. She listened to me, she saw me, she reflected back to me what she saw, she was honest with me (So HONEST!), but she was also gentle with me in the way that I needed.

Criticism is hard to take, especially when you are a president. You get it at every turn, and it’s the last thing you intentionally seek out. In looking more closely, however, this wasn’t criticism. It was constructive feedback, delivered with care and a silent cheer, “I want you to win!” She saw my potential and my blind spots, and handed them both to me to hold.

Her final verdict, after the required blood, sweat, and tears of revisions: “Dang, dude. You did great.” High praise. High praise, indeed.

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I'm thankful for the good work so many presidents do to keep their institutions afloat and am grateful for their trust, sharing with me both the struggles and the joys of the job. When a former president asked me recently if I thought the presidency had changed in past five years, I said, “Nope. It's changed in the last two.” You all inspire me with your “true believer”-ness and your fortitude.

We prepared for Thanksgiving by watching a zillion eagles fly over Lake Coeur d'Alene.

Harry the dog near Lake Coeur d'Alene
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The Sandbox

Not your typical weekly newsletter. This is a space where presidents and chancellors can say what they really think without fear. Everyone is welcome to read, but only those who have been in the top job can submit to us. The Sandbox, by Rachel Toor, is an exclusive benefit of our paid Insider membership program.

 

 

The Sandbox Archive

The Real Text Messages of Lady Presidents

September 19, 2026

Retreat Rights

September 12, 2026

What Does a College Student Look Like?

August 29, 2026

Wackadoodle Newsletter Turns 3

August 22, 2026

Presidents: Quit Yer Whining

August 15, 2026
View All
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